1. John Steinbeck gave it one of its most famous nicknames

In his Pulitzer Prize-winning 1939 novel “The Grapes of Wrath,” about Dust Bowl migrants of the 1930s, Steinbeck devoted a chapter to Route 66, which he dubbed “the mother road,” a nickname that stuck. Like the bestselling book’s displaced farm family, the Joads, thousands of real-life Americans fled drought and poverty in Oklahoma, Texas and neighboring states during the Great Depression and traveled west along Route 66 in search of employment. Contrary to myth, Steinbeck never ventured from Oklahoma to California with migrants as part of his research for “The Grapes of Wrath,” although the author did drive west on Route 66 with his wife in 1937.

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2. Part of Route 66 follows the Trail of Tears

A portion of Route 66, from Rolla to Springfield, Missouri, overlaps with part of the northern route of the Trail of Tears, followed by the Cherokee Indians during their forced 1838 relocation from their traditional homelands in the southern Appalachians. In 1830, the U.S. Congress passed the Indian Removal Act, which granted the president the authority to negotiate treaties with Native American tribes to give up their lands east of the Mississippi River in exchange for unsettled lands west of the Mississippi. While some Indians ceded their land and left peacefully, the Cherokee, among other tribes, resisted. In 1838, the Cherokee were forcibly removed by U.S. troops and made to trek west to Indian Territory in present-day Oklahoma. Of the four main removal routes used by the tribe, the northern route, from Tennessee to Oklahoma, was followed by the largest group—12,000 people, according to some estimates. In all, 15,000 to 16,000 Cherokee traveled the Trail of Tears, and an estimated 3,000 to 4,000 of them died along the way from disease, malnutrition and exposure.

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3. The “Father of Route 66” was an Oklahoma businessman

Cyrus Avery (1871-1963), a Tulsa businessman, championed the establishment of the highway and helped promote it, earning him the nickname “Father of Route 66.” As a boy, Avery and his family journeyed west from Pennsylvania by covered wagon to Missouri and later settled in Indian Territory. He went on to make his living in farming, real estate and oil, among other ventures, and became a civil leader in Oklahoma. Avery was a participant in the Good Roads Movement, which advocated for improved American roadways (the movement was started in the late 1800s by bicyclists and grew during the early 1900s with the arrival of mass-produced automobiles). He served as chairman of his adopted home state’s highway commission and also took part in developing a national system of numbered highways. During Route 66’s planning, Avery was instrumental in getting it to pass through Oklahoma. In 1927, he was involved in founding the U.S. Highway 66 Association to boost tourism on the roadway he dubbed the “Main Street of America.” Additionally, Avery pushed to get the entire highway paved, a task that was completed by the late 1930s.

4. It served as the course for an epic endurance race

Roue 66 cartoon map. (Credit: drmakkoy/www.istockphoto.com)

In 1928, runners traversed the length of Route 66—some 2,400 miles—as part of a coast-to-coast, 3,400-mile marathon from Los Angeles to New York. Nicknamed the Bunion Derby by the press, the grueling event was organized as a promotional stunt by sports agent C.C. “Cash and Carry” Pyle. Of the 199 men who began the 84-day race, 55 finished it. Andy Payne, a 20-year-old Oklahoman who was part Cherokee, took home the $25,000 grand prize.

5. A former Marine penned the song that helped make the highway famous

In 1946, singer Nat King Cole had a hit single with “(Get Your Kicks on) Route 66,” written that same year by Bobby Troup. A Pennsylvania native, Troup composed his first hit song while still in college then went on to serve in the Marines during World War II. After the war, he returned to the U.S. and drove to Hollywood with his wife to try to make a career as a songwriter. While traveling on Route 66, he was inspired to start penning the lyrics for a tune about the roadway. Once in California, he was introduced to Nat King Cole, who soon recorded Troup’s song, which namechecks places the road goes through. Troup’s pop anthem to Route 66 went on to be recorded by scores of artists, including Bing Crosby and the Rolling Stones.

6. African Americans were barred from some businesses along Route 66

During the segregation era, African Americans were banned from many motels, restaurants and other businesses along Route 66. A number of “sundown towns” bordered the highway, communities where blacks were unwelcome after dark and kept out through intimidation, force and local ordinances. In 1936, Victor H. Green, a black postal worker from New York City, started publishing the “Negro Motorist Green Book,” a travel guide featuring places to stay, eat and shop that were friendly to African Americans. The Green Book series continued to be published until 1966.

7. A TV series was named for the legendary highway

American actors George Maharis (standing) and Martin Milner pose with their blue Corvet from the television show ‘Route 66.’ (Credit: CBS Photo Archive/Getty Images)

“Route 66,” a TV drama about two young men who wander America in a Corvette, aired from 1960 to 1964. During their travels, the two drifters, originally played by Martin Milner and George Maharis, encounter a broad variety of characters, and the show featured guest stars ranging from Joan Crawford to a young Robert Redford. Despite the program’s name, it ventured beyond Route 66 and was shot on location in more than 20 states and Canada; the real-life Route 66 passed through eight states.

8. Dwight Eisenhower is linked to its demise

Eisenhower during World War II. (Credit: Imperial War Museum)

In 1956, President Eisenhower signed the Federal-Aid Highway Act, which established America’s 47,800-mile Interstate Highway System and eventually led to Route 66 becoming obsolete. Eisenhower first became aware of the need for better highways in 1919, when he participated in a U.S. military motor convoy from Washington, D.C. to San Francisco. Intended to test what it would be like to move an army across the country, the journey took 62 days. Then, during World War II, he witnessed the strategic advantages of Germany’s autobahn highway network. As president during the Cold War era, Eisenhower advocated for an interstate highway system, touting it as beneficial for military defense operations as well as for the nation’s economic growth. Interstate 40 subsequently replaced a large segment of Route 66 and the roadway was decommissioned in 1985. However, in the aftermath, a variety of non-profit groups were formed to help preserve the historic highway and much of Route 66 remains drivable today.